On the synthesis of platelet-activating factor via acetylation of 1-alkyl-sn-glycero-3-phosphocholine. Formation of structural isomer of PAF in the presence of bases.
It has been shown that platelet-activating factor (PAF) specimens prepared via acetylation of 1-alkyl-sn-glycero-3-phosphocholine (lyso-PF) with acetic anhydride are heterogeneous. The contaminated compound was isolated and identified to be the structural isomer of PAF, 1-alkyl-3-acetyl-sn-glycero-2-phosphocholine (iso-PAF). It appeared, that iso-PAF is formed when performing the reaction in the presence of organic bases,but not under acid catalysis. The mechanism of iso-PAF formation is discussed.
Chupin
V V
VV
M.V. Lomonosov State Academy of Fine Chemical Technology, Moscow, Russia.
Ostapenko
O V
OV
Klykov
V N
VN
Anikin
M V
MV
Serebrennikova
G A
GA
D000107:Acetylation; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010972:Platelet Activating Factor / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
C029271:O-deacetyl platelet activating factor; D010972:Platelet Activating Factor